反应详情

温度

120 °C

Into a sealed tube was added tert-butyl 6-iodo-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine-2(1H)-carboxylate P24 (0.491 g, 1.18 mmol), sodium tert-butoxide (341 mg, 3.55 mmol), copper (I) iodide (20 mg, 0.08 mmol), 1,2-ethanediol (132 μL, 2.38 mmol), N,N-dimethylformamide (17 mL, 210 mmol), and benzenethiol (123 μL, 1.19 mmol). The reaction was heated at 120° C. overnight. The reaction was concentrated and partitioned between DCM and water. The DCM layer was washed with brine, dried, filtered and concentrated under vacuum. The crude product was dissolved in DCM and purified on a 12 g silica gel column eluting with hexanes to 2:1 hexanes:ethyl acetate to give the product which was taken directly into the next step.

1. concentrationThe reaction was concentrated
2. custompartitioned between DCM and water
3. washThe DCM layer was washed with brine
4. customdried
5. filtrationfiltered
6. concentrationconcentrated under vacuum
7. dissolutionThe crude product was dissolved in DCM
8. custompurified on a 12 g silica gel column
9. washeluting with hexanes to 2:1 hexanes
10. customethyl acetate to give the product which